CHEBI:85337 - dapdiamide E

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ChEBI Name dapdiamide E
ChEBI ID CHEBI:85337
Definition A member of the family of dapdiamides consisting of 3-aminoalanylvaline, in which the N-terminus is acylated by a 3-carbamoyloxirane-2-carbonyl group. NB Although the relative configuration of the epoxide moiety has been assigned as trans, it has not yet been established whether the absolute configuration is R,R (as drawn) or S,S.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C12H20N4O6
Net Charge 0
Average Mass 316.31040
Monoisotopic Mass 316.13828
InChI InChI=1S/C12H20N4O6/c1-4(2)6(12(20)21)16-10(18)5(3-13)15-11(19)8-7(22-8)9(14)17/h4-8H,3,13H2,1-2H3,(H2,14,17)(H,15,19)(H,16,18)(H,20,21)/t5-,6-,7+,8+/m0/s1
InChIKey BQMJFERCSPVSGR-RULNZFCNSA-N
SMILES CC(C)[C@H](NC(=O)[C@H](CN)NC(=O)[C@@H]1O[C@H]1C(N)=O)C(O)=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via dapdiamide )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via dapdiamide )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dapdiamide E (CHEBI:85337) is a dapdiamide (CHEBI:85331)
dapdiamide E (CHEBI:85337) is a epoxide (CHEBI:32955)
dapdiamide E (CHEBI:85337) is tautomer of dapdiamide E zwitterion (CHEBI:84912)
Incoming dapdiamide E zwitterion (CHEBI:84912) is tautomer of dapdiamide E (CHEBI:85337)
IUPAC Name
3-amino-N-[(2R*,3R*)-3-carbamoyloxirane-2-carbonyl]-L-alanyl-L-valine
Manual Xref Database
CPD-17543 MetaCyc
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Registry Number Type Source
20499537 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19807062 PubMed citation Europe PMC
20041689 PubMed citation Europe PMC
Last Modified
21 April 2015